(6aR,11aR)-6a,11a-Dihydro-8-[5-hydroxy-2-(2,4-dihydroxy-5-prenylphenyl)-7,7-dimethyl-7H-furo[2,3-f][1]benzopyran-3-ylcarbonyl]-2,10-diprenyl-6H-benzofuro[3,2-c][1]benzopyran-3,9-diol

Details

• Internal ID: 92a37bca-e6c5-4142-bda6-1cf2af5faa4b
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [(6aR,11aR)-3,9-dihydroxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-yl]-[2-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-7,7-dimethylfuro[2,3-f]chromen-3-yl]methanone
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1O)OCC3C2OC4=C(C(=C(C=C34)C(=O)C5=C(OC6=C7C=CC(OC7=C(C=C56)O)(C)C)C8=C(C=C(C(=C8)CC=C(C)C)O)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1O)OC[C@@H]3[C@H]2OC4=C(C(=C(C=C34)C(=O)C5=C(OC6=C7C=CC(OC7=C(C=C56)O)(C)C)C8=C(C=C(C(=C8)CC=C(C)C)O)O)O)CC=C(C)C)C
• InChI: InChI=1S/C50H50O10/c1-24(2)9-12-27-17-32(39(53)21-37(27)51)49-42(34-20-40(54)48-30(46(34)59-49)15-16-50(7,8)60-48)44(56)35-19-31-36-23-57-41-22-38(52)28(13-10-25(3)4)18-33(41)47(36)58-45(31)29(43(35)55)14-11-26(5)6/h9-11,15-22,36,47,51-55H,12-14,23H2,1-8H3/t36-,47-/m0/s1
• InChI Key: IDGPGLVHZYTLFC-CLDQVZFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₅₀O₁₀
• Molecular Weight: 810.90 g/mol
• Exact Mass: 810.34039779 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 11.90
• Atomic LogP (AlogP): 11.18
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7719	77.19%
OATP2B1 inhibitior	+	0.5761	57.61%
OATP1B1 inhibitior	+	0.8438	84.38%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9883	98.83%
P-glycoprotein inhibitior	+	0.8132	81.32%
P-glycoprotein substrate	+	0.7850	78.50%
CYP3A4 substrate	+	0.7064	70.64%
CYP2C9 substrate	+	0.5951	59.51%
CYP2D6 substrate	-	0.8119	81.19%
CYP3A4 inhibition	-	0.6943	69.43%
CYP2C9 inhibition	+	0.8338	83.38%
CYP2C19 inhibition	+	0.8101	81.01%
CYP2D6 inhibition	-	0.8442	84.42%
CYP1A2 inhibition	+	0.6374	63.74%
CYP2C8 inhibition	+	0.7702	77.02%
CYP inhibitory promiscuity	+	0.8716	87.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7836	78.36%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7529	75.29%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8459	84.59%
Acute Oral Toxicity (c)	III	0.5860	58.60%
Estrogen receptor binding	+	0.8415	84.15%
Androgen receptor binding	+	0.7718	77.18%
Thyroid receptor binding	+	0.5982	59.82%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	+	0.6718	67.18%
PPAR gamma	+	0.7883	78.83%
Honey bee toxicity	-	0.6947	69.47%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.96%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.49%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.52%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.68%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.56%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	91.74%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.16%	95.89%
CHEMBL2535	P11166	Glucose transporter	90.99%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.34%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.08%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.64%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.30%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.82%	89.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.34%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.89%	85.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.85%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.19%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.71%	99.15%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.98%	100.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.64%	91.38%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.53%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%
CHEMBL240	Q12809	HERG	80.35%	89.76%

Plants that contains it

• Lespedeza cyrtobotrya
• Teucrium betonicum

Cross-Links

• PubChem: 25208601
• NPASS: NPC225233
• LOTUS: LTS0050952
• wikiData: Q105111349